Glycals in the stereoselective synthesis of triterpene 2-deoxy-α-L-glycosides under conditions of acidic catalysis

被引:19
|
作者
Flekhter, OB [1 ]
Baltina, LA [1 ]
Tolstikov, GA [1 ]
机构
[1] Russian Acad Sci, Ufa Res Ctr, Inst Organ Chem, Ufa 450054, Russia
来源
JOURNAL OF NATURAL PRODUCTS | 2000年 / 63卷 / 07期
关键词
D O I
10.1021/np990273b
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
3 beta-Hydroxy triterpenes of the oleanane, ursane, and lupane types were successfully glycosylated with acetylated L-glucal and L-rhamnal under conditions of acidic catalysis (anhydrous cation-exchange resin and LiBr). The 2-deoxy- and 2,6-dideoxy-alpha-L-carabino-hexopyranosides (1-5) were stereoselectively prepared in 83-90% yields, following deacetylation under mild conditions, which led to the target triterpene 2-deoxy-alpha-L-glycosides (6-10).
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页码:992 / 994
页数:3
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